Holiday rentals with a pool in Oregon

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Top-rated rentals with a pool in Oregon

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Depoe Bay

4.99 out of 5 average rating, 105 reviews

Seascape Coastal Retreat

Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.

Top Guest favourite

Home in Terrebonne

4.98 out of 5 average rating, 891 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Top Guest favourite

Home in Newberg

4.96 out of 5 average rating, 241 reviews

Luxury Wine Country Estate

Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

Top Guest favourite

Guest suite in Mount Hood Village

4.98 out of 5 average rating, 168 reviews

Spacious Mt. Hood Studio Retreat

This studio is located in Welches, OR. It is the perfect location to access recreational activities in the Mt Hood area - only 18 minutes from Skibowl and 30 minutes from Timberline or Meadows. Freshly updated space with a shared entry, the studio is on the second floor, inside the main house. It has a private bathroom and many amenities including Wi-Fi, internet, smart TV, fridge, microwave, coffee pot, kettle. We live in the house. You may occasionally hear noises and footsteps. STR798-22

Top Guest favourite

Home in Terrebonne

4.98 out of 5 average rating, 276 reviews

Pointe of Blessing with hot tub and canyon views

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

Top Guest favourite

Condo in Mosier

4.98 out of 5 average rating, 285 reviews

All About the View- Columbia River Gorge Haven

Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

Guest favourite

Guest suite in Gold Hill

4.91 out of 5 average rating, 207 reviews

Octagon Studio / Beautiful Rogue River property

Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

Top Guest favourite

Yurt in Grants Pass

4.97 out of 5 average rating, 749 reviews

Sunset View Yurt of Applegate Valley with HOT TUB!

NO CLEANING FEE! Large 24 ft yurt located on our 5 acre horse property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: ONLY well-behaved children are welcome. If your kids are destructive or abusive, you will be asked to leave.

Top Guest favourite

Home in Terrebonne

4.96 out of 5 average rating, 453 reviews

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Guest favourite

Guest suite in Damascus

4.92 out of 5 average rating, 588 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

Guest favourite

Condo in Newport

4.96 out of 5 average rating, 223 reviews

Walk everywhere. Hot tub. King Condo.

❖ Hot tub & Pool open year round 10a-10p ❖ Great restaurants and shops just a 2 block stroll. Welcome to Nye Beach Escape where you'll enjoy panoramic ocean views, golden sunsets, soothing surf and the sparkling blue Pacific right outside your door. Luxury details include high thread count bed linens, velvet feather pillows, and boutique toiletries. No matter what time of year you visit Newport, your stay with us will be wonderfully memorable.

Guest favourite

Condo in Newport

4.93 out of 5 average rating, 245 reviews

Oceanfront 1st floor with King bed & hot tub

Quality without compromise. Ease of access makes this first floor unit ideal for a quick retreat to the beautiful Pacific Coast. The Historic Nye Beach District boasts plenty of restaurants, shops, and live entertainment. As an added bonus, just open the door and you are 116 steps away from the sand and the water! Fall and winter present the perfect time to curl up with a hot drink and enjoy the breath taking view of the ocean.